Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034246Generated: November 1, 2026

Hydrochloric Acid → trans-4-[(3-Indolylacetyl)amino]-5-oxo-1-phenyl-3-pyrrolidinecarboxylic acid

https://huagongshe.com/reaction/1034246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuran ethanolHCID 21873804—
ReactantEthyl cis-4-[(1H-indol-3-ylacetyl)amino]-5-oxo-1-phenyl-3-pyrrolidinecarboxylateHCID 67794878—
SolventWaterHCID 962—
Producttrans-4-[(3-Indolylacetyl)amino]-5-oxo-1-phenyl-3-pyrrolidinecarboxylic acidHCID 6779435125.7%

Reaction Steps

To the title compound of example 8 (520 mg, 1.28 mmol) in 1:4 THF/EtOH (20 ml) was added lithium hydroxide (46 mg (1.92 mmol) in H2O (10 ml) and stirred for 2.5 h. The reaction mixture was acidified with 1N HCl to pH 3 and concentrated in vacuo. The mixture was purified by chromatography on silica gel (CH3OH/HOAc/CH2Cl2 gradient 10/1/89 to 20/1/79) to give 124 mg (18%) of the title compound. MS calcd for C21H19N3O4 : 377, found 377.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05314886
Source datasetuspto-grants-1994_05
ORD IDord-a6f38ce5cd6f4a96aecc0ccb8e43b71b
Source noteuspto-grants-1994_05